Method of preparing dithiazyl disulphide



Patented Mar. 6, 1928.

' UNITED STATES PATENT OFFICE.

CLARENCE I. CARSON, OF AKRON, OHIO, ASSIGNOR TO THE GOODYEAR TIRE d RUB-BER COMPANY, OF'AKRON, OHIO, A CORPORATION OI OHIO.

METHOD OI PREPARING DITHIAZYL DISULPHIDE.

80 Drawing.

My,invention relates to the manufacture of sulphur containing organicderivatives and it has particular relation to a method of preparingdisulphide compounds.

'lhe object of my invention is to provide a method of preparingmaterials having the above noted characteristics which requiresinexpensive raw materials that will react to give a hi h yield of pureproduct.

A furt ier object of my invention is to provide a method ofpreparationwhich involves a reaction requiring simple equipment.

Among other uses for disulphide compounds, such as thiazyl-disulphides,is that of an accelerator of vulcanization of rubber.

. In this capacity, materials are incorporated in a rubber mix alone ortogether with amino bodies, where they interact, not only to hasten thevulcanizing process but to impart desirable gihysieal properties to theproduct.

Hereto ore, such materials have been prepared by causing thecorresponding mercaptan to interact with iodine 1n an alcoholicApplication filed September 7, 1926. Serial No. 184,141.

or alkaline solution. This procedure is undesirable, however, because ofthe rohibitive cost of the solvents and iodine. method which has beenemplo ed involves fluxing the mercaptan with su phur. This methodlikewise has been found wanting in that the equilibrium of the reactionis not entirely favbrable and many b'y-products result. I havediscovered that the sulphides o the thiophenols, amido thiophenols,thiazoles and the like may be prepared conveniently and inexpensively byoxidizin the merca tan or its salt with a sulphur c loride. T e reactionmay be represented-as follows:

easn 8,012 a RSSR 21101 as The sulphur and hydrogen-chloride byproductsare readily separated.

An application'of these rinci les to the manufacture of merca tohenzotiazyl disulphide from mercapto enzothiazole as the specific mereaptan isrepresented by the following reaction:

a A B I s v v O M Q a me.

the solution if it is of a non-aque'ouscharacter or by causing it toreact with a base. The sul hur on the other hand ma be se arated rom thedisulphide by disso ving t e 60 latter in a non-solvent of sul hur.Benzene or carbon bisulphide will e found well ada ted for this pur se.The resultant product is a crystal 'ne material. which melts at about175 and is of remarkable purity.

. By practising my invention a bi h yield of the desired roduct ma be otamed, which is relative y pure an easily recrystallized, withoutresorting to expensive equipment or costl raw materials. While there isdescribed at a single s bodiment of the principles 0 -my inventionnother I it will be apparent that it ermlts of broad application and Idesire, t erefore, that it be limited only to accord with the prior artand the appended claims.

-What I claim is:

1. A method of preparing dis lphides of mercaptothiazoles that comprisestreating the corres onding mercaptothiazole wi sulphur c oride.

2. A method of preparing a dibenzothiazyl disulphide that comprisestreating mercaptobenzothiazole with .sulphur chloride.

3. A method of preparing diarylthiazyl disulphides that com risestreatin a merca to arylthiazole wit sul hur c oride. wltness whereof,signed my name. a

- CLARENCE M. CARSON.

have hereunto

